HCID 20129999, compound → 4-(6'-Methyloctyloxy)phenol

Reaction equation

[CH3:1][CH:2]([CH2:23][CH3:24])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15]CC2C=CC=CC=2)=[CH:11][CH:10]=1.[H][H]>[Pd].C(O)C>[CH3:1][CH:2]([CH2:23][CH3:24])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([OH:15])=[CH:13][CH:14]=1

Participants

Procedure

A flask was charged with 23.37 g of optically active 4-benzyloxyphenyl 6-methyloctyl ether, 2.33 g of 10% Pd/C and 230 ml of ethanol, and the mixture was reacted at room temperature until it reacted with a theoretical amount of hydrogen. After completion of the reaction, the catalyst was removed by filtration and the organic solvent was distilled under reduced pressure to obtain a crude product. The crude product was refined to obtain 16.91 g of the intended phenol.